1. First things first: You're going to need a pom-pom hat, and the relaxed British line YMC makes versions that are kitschy without being cheesy.

2. A shearling-lined boot from Jeffrey Campbell, the current king of the well-priced statement shoe, will keep you looking winter-y but still ready for a dance party.

3. Tom Scott's knits might be cozy and luxe, but they have a downtown, up-all-night vibe uncommon in the sweater world. Pairing this alpaca style with a camisole will keep you from getting overheated.

4. These Sophomore leggings have a long underwear look, and the bright-blue button detailing will make you feel a lot less silly about wearing them as pants.

5. Normally wearing sunglasses indoors would be unforgivable, but you can't go shade-less on the slopes. Founded in 2009, Illesteva (as in, "illest ever") has been attracting lots of attention for its frames, especially its circular Frieda ones.

Erica Cerulo is the co-founder of limited editions online store Of a Kind and a newly minted fashion contributor for Guest of a Guest.